17898-25-8

Basic information

• Product Name: (5-hexenyl)trimethylsilane
• Synonyms: (5-hexenyl)trimethylsilane
• CAS NO: 17898-25-8
• Molecular Weight: 156.343
• Mol File: 17898-25-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5-hexenyl)trimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (5-hexenyl)trimethylsilane(17898-25-8)
• EPA Substance Registry System: (5-hexenyl)trimethylsilane(17898-25-8)

Safety Data

• Hazardous Substances Data: 17898-25-8(Hazardous Substances Data)

Upstream product

• 13083-96-0 1,6-bis(trimethylsilyl)hexane 
• 341-02-6 trityl tetrafluoroborate 

Downstream Products

• 154719-20-7 1,5-dideoxy-2,3,6-Tri-O-benzyl-1,5-{[5-(trimethylsilyl)pentyl]imino}-D-glucitol 
• 3429-62-7 trimethylhexylsilane 
• 74676-14-5 (Z)-hex-2-enyltrimethylsilane 
• 121410-55-7 (E)-hex-2-enyltrimethylsilane 
• 132381-83-0 5-(5-Hexenyl)-1,2,4-tricyanobenzene 
• 132381-84-1 5-(Cyclopentylmethyl)-1,2,4-tricyanobenzene 

Relevant articles and documents

Oxidative Desilylation of Alkylsilanes with Triphenylcarbenium Ion. Control of Transition-State Geometry

Ten acylic, cyclic, and aralkyl-type silanes were treated with triphenylcarbenium tetrafluoroborate in dichloromethane to measure rates of oxidative desilylation: RCH2CH2SiR3+Ph3C(1+)BF4(1-)->Ph3CH+RCH=CH2+R3SiF+BF3.The divergence of rates, from Ph2CHCH2SiMe3, which was inert, through dimethylsilacyclopentane (k2=4E-6), to dimethylsilacyclohexane (k2=2.2E-3), can not be rationalized on purely electronic grounds.A transition state requiring anticoplanar arrangement of the silicon moiety and β-hydrogen to be extruded is proposed.Dimethylsilacyclobutane, which reacts extremely rapidly (k2 approx. 2E-2), suffers allylic cleavage of the initially formed fluoro(2-propenyl)dimethylsilane.As the olefin products suffer decomposition or polymerization under the reaction conditions, this desilylation is of minimal preparative value.